The iconic Hugh Hefner, who founded Playboy magazine and built a business empire around his lavish lifestyle, died of natural causes at his home surrounded by family at the age of 91.

The Life and Times of Hugh Hefner

Hugh Hefner, Crystal Harris

Octogenarian Playboy founder Hugh Hefner poses with his bride Crystal Harris and dog Charlie at their New Year Eve wedding at the Playboy Mansion in Beverly Hills, California, on December 31, 2012. Hefner briefly swapped his iconic silk pajamas for a tuxedo to marry Harris, the one-time "runaway bride" who followed through this time at the New Year's Eve wedding. The couple tied the knot more than a year after their planned 2011 wedding was scuttled when Harris got cold feet.